EP2436754A1 - Antimicrobial cleaning compound - Google Patents

Antimicrobial cleaning compound Download PDF

Info

Publication number
EP2436754A1
EP2436754A1 EP11183580A EP11183580A EP2436754A1 EP 2436754 A1 EP2436754 A1 EP 2436754A1 EP 11183580 A EP11183580 A EP 11183580A EP 11183580 A EP11183580 A EP 11183580A EP 2436754 A1 EP2436754 A1 EP 2436754A1
Authority
EP
European Patent Office
Prior art keywords
formula
composition according
biocide
cleaning
sugar
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP11183580A
Other languages
German (de)
French (fr)
Inventor
Sabine Both
Christian Muckenschnabel
Menno Hazenkamp
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to EP11183580A priority Critical patent/EP2436754A1/en
Publication of EP2436754A1 publication Critical patent/EP2436754A1/en
Priority to CN201280046778.5A priority patent/CN103827281B/en
Priority to JP2014532325A priority patent/JP6092227B2/en
Priority to AU2012314636A priority patent/AU2012314636B2/en
Priority to PCT/EP2012/068528 priority patent/WO2013045340A1/en
Priority to BR112014007641A priority patent/BR112014007641A2/en
Priority to MX2014003719A priority patent/MX2014003719A/en
Priority to US14/345,987 priority patent/US20140296349A1/en
Priority to KR1020147011133A priority patent/KR20140079794A/en
Priority to EP12762280.1A priority patent/EP2764077A1/en
Withdrawn legal-status Critical Current

Links

Images

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08Oxygen or sulfur directly attached to an aromatic ring system
    • A01N31/16Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2006Monohydric alcohols
    • C11D3/2034Monohydric alcohols aromatic
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2041Dihydric alcohols
    • C11D3/2058Dihydric alcohols aromatic
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/24Organic compounds containing halogen
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Definitions

  • the present invention relates to an antimicrobial cleaning composition containing at least one sugar surfactant and a compound of the formula (I) as a biocide, and to the use of the sugar surfactants for improving the activity of the biocide.
  • Hard surface cleansing and disinfecting compositions generally comprise one or more surfactants and optionally one or more biocides.
  • surfactants mostly anionic, nonionic, amphoteric and / or cationic surfactants are used.
  • Nonionic surfactants are commonly used because of their effectiveness against greasy soils.
  • Nonionic surfactants show little or no biocidal activity, it being noted that in general the biocidal effect of surfactants is low.
  • biocide it is common to add a separate biocide to the compositions.
  • Typical biocides are strong acids, alkalis, phenolic substances and oxidants, such as peracids and hypohalites. These biocides are generally highly reactive species. As a result, they show toxic, corrosive and irritating properties. Furthermore, their activity as a biocide is short lived because of their high reactivity. Thus, these reactive components are required in relatively high proportions in the detergents.
  • DE60210317T2 becomes an antimicrobial composition for treatment a surface containing as biocide a polymeric biguanide.
  • aqueous compositions have a good filming / streaking and gloss retention / enhancement profile with simultaneous biocidal activity. An improved cleaning is not disclosed.
  • hydroxydiphenyl ether as microbicidal active ingredient in household cleaning agents is for example from EP 1 167 503 A1 known. It should be noted, however, that these detergents have a high content of synthetic detergents or soaps which greatly reduce the bactericidal effect of the hydroxydiphenyl ether in the formulation. As a result, the bactericidal activity of such household detergent is unsatisfactory.
  • the object of the present invention was to provide new, improved antimicrobial cleaning compositions, which show in particular an improved, primary and / or secondary cleaning performance.
  • the antimicrobial effect should remain constant or be improved.
  • the present invention thus provides an antimicrobial cleaning composition containing at least one sugar surfactant and a compound of formula (I) as a biocide
  • Sugar surfactants for the purposes of the present invention are nonionic surfactants with a carbohydrate as the hydrophilic fraction and fatty alcohols or fatty acids as the hydrophobic component.
  • the sugar surfactants to be used according to the invention are alkyl and / or alkenylpolyglycosides of the formula II in which R is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and P stands for the numbers from 1 to 10.
  • the alkyl and / or alkenyl polyglycosides are derived from aldoses or ketoses having 5 or 6 carbon atoms.
  • Component G in formula (II) is selected in one embodiment from the group of hexoses, preferably the group comprising allose, altrose, glucose, mannose, gulose, idose, galactose, talose, psicose, fructose, sorbose, tagatose, particularly preferably glucose.
  • the component G in formula (II) is selected in a further embodiment from the group pentoses, preferably the group containing ribulose, xylulose, ribose, arabinose, xylose, lyxose, particularly preferably xylose and / or arabinose.
  • the preferred alkyl and / or alkenyl oligoglycosides are in one variant of the invention alkyl and / or alkenyl oligoglucosides.
  • alkyl and / or alkenyl polyglycosides according to the invention can be obtained by the relevant processes of preparative organic chemistry. Representative of the extensive literature is here on the review of Biermann et al. in Starch / Strength 45, 281 (1993 ), such as J.Kahre et al. in S ⁇ FW Journal Heft 8, 598 (1995 ).
  • alkyl and / or alkenyl polyglycosides based on unbranched fatty alcohols in one variant alkyl and / or alkenyl polyglycosides with branched radicals R are used.
  • the radical R in formula (II) is selected in one embodiment from the group of alcohols containing fatty alcohols, primary alcohols, especially so-called oxo alcohols, for example nonyl, undecyl or tridecyl alcohols, and primary alcohols, the linear octyl, decyl, Dodecyl, tetradecyl, hexadecyl or octadecyl groups and mixtures thereof.
  • alcohols having a carbon chain are selected from C4-C18, preferably C12-C16, in particular C12-C14.
  • the branched radicals are iso-amyl, iso-hexyl and / or iso-heptyl, preferably 2-ethyl-hexyl and / or 2-propyl-heptyl.
  • all combinations of different aldoses or ketoses with all possible alkyl and / or alkenyl radicals can be used.
  • the cleaning composition according to the invention contains as biocide a compound of the formula (Ia) or the formula (Ib) , preferably (la).
  • mixtures of different compounds of the general formula (I) it is also possible to use mixtures of different compounds of the general formula (I).
  • all combinations of the different compounds of the general formula (II) with the different compounds of the general formula (I) can be used in the compositions according to the invention, but also combinations of mixtures of the different compounds of the general formula (II) with the mixtures of the different compounds the general formula (I).
  • Formulation types of detergents are selected from the group comprising: detergent and disinfectant concentrate, liquid cleaners or disinfectants, powdered cleaners or disinfectants, liquid cleaners or disinfectants, sprays for cleaning or disinfecting, emulsions and gels.
  • the surfaces to be treated are selected from the group comprising: glass, plastics, metals, steel, wood, stone materials, ceramics, cement, coatings, composites, textiles (natural fibers such as cotton, wool, silk and synthetic fibers such as polyesters, polyolefins (PE , PP etc.), polyamides, polyurethanes, PVC etc.), foams and upholstery materials and carpets.
  • Hard surfaces in the sense of the invention are e.g. Tiles, tiles, ceramics, glass, glass fibers, metals, steel, aluminum, plastic, wood, stone materials, coatings, composites, cement and the like, but no textiles.
  • disinfecting is understood to mean the killing or growth reduction of microorganisms.
  • the composition has a pH of between 5 and 12, preferably 7 to 10, in particular 7 to 9.
  • composition of the invention is present in a variant as a concentrate.
  • the concentrates are generally aqueous preparations with an increased active substance content, which is adjusted by dilution (usually with water) to the respective concentration corresponding to the application.
  • the concentrates preferably additionally contain anti-oxidants such as e.g. BHT, ascorbic acid etc. as stabilizers.
  • the cleaning composition according to the invention comprises the compound of the formula (I) used in a final concentration of 0.0001 to 10%, preferably 0.0001 to 1%, in particular 0.003 to 0.5% by weight and the compound of the formula (II ) in a final concentration of 0.1 to 20%, preferably 1 to 10%, more preferably 2 to 5%, in particular 2.5 weight percent.
  • the compound of the formula (I) is used for the purification and disinfection in a final concentration of 0.0001 to 10%, preferably 0.0001 to 1%, in particular 0.003 to 0.5% by weight.
  • the compound of the formula (II) is used for the purification in a final concentration of 0.1 to 20%, preferably 1 to 10%, particularly preferably 2 to 5%, in particular 2.5% by weight.
  • concentrates are present, they are diluted, so that when applied to the surface to be cleaned, the compounds of the formula (I) and (II) are present in the abovementioned concentrations.
  • the cleaning composition according to the invention contains in a variant at least one further additive selected from the group consisting of: stabilizers, antioxidants, other surfactants, acids, bases, hydrotropes, bleach systems, bodying agents, preservatives, dispersants, fragrances, dyes, complexing agents, solvents and water.
  • Another object of the present invention is a process for the preparation of the antimicrobial cleaning composition according to the invention.
  • the preparation is carried out in steps known to those skilled in the art by mixing the ingredients, wherein the biocide of the formula (I) is first pre-dissolved in the sugar surfactant and then brought into an aqueous phase.
  • the invention also relates to the use of a biocide of the formula (I) for increasing the cleaning performance of nonionic sugar surfactants.
  • the primary cleaning performance is improved compared to a control without the biocide according to the invention.
  • primary cleaning performance is the removal of dirt from a surface, preferably a hard surface.
  • IPP Gardner test for all-purpose cleaners according to the "IPP standard" US Pat. SOFW, No. 10/1986, page 371 .
  • the present invention thus relates to a method for improving the primary cleaning performance of a cleaning agent containing nonionic sugar surfactants by using a biocide of the formula (I) in comparison to a control without this biocide, measured using the IPP Gardner test for all-purpose cleaners according to "IPP standard". (S ⁇ FW, No. 10/1986, page 371) or a variant thereof.
  • the primary cleaning performance is increased according to the invention by 2%, 3%, preferably 4%, 5%, 6%, more preferably 7%, 8%, 9%, in particular 10% or more.
  • the present invention is in one embodiment, a method for increasing the antimicrobial effect of a cleaning composition containing nonionic sugar surfactants by adding a biocide of the formula (I).
  • biocide of the formula (I) in addition to the improvement of the primary cleaning performance, leads to the maintenance or improvement of the secondary cleaning performance.
  • the secondary cleaning performance in one embodiment of the invention is the gloss retention of the cleaned surface.
  • the gloss behavior is determined with the following test: Prior to application of the test substance, a black ceramic tile is rinsed in a dishwasher with the 55 ° C. program "Universal Plus” and standard dishwasher powder and after drying with isopropanol and then with ethyl acetate cleaned. The surface is cleaned under warm water with a sponge and then cleaned again with distilled water and sponge. The effluent of the distilled water is visually checked.
  • the light reflection is determined at a 20 ° angle at 5 points of the thus prepared tile by means of a BYK-Gardner glossmeter. 25 drops of test substance are applied with a pipette in 5 rows of 5 drops each and spread with a paper towel. The distribution is done by wiping without pressure in 10 rows from top to bottom and 10 from bottom to top.
  • the gloss retention results from the ratio of the measured value of the treated surface to the value of the cleaned tile before application of the test substance.
  • the gloss retention of the cleaning composition according to the invention is constant in comparison with the value of a cleaning composition without the biocide according to the invention, preferably by 2%, 3%, 4%, 5%, 6%, more preferably 7%, 8%, 9%, especially 10% or more increased.
  • the secondary cleaning performance is material compatibility in one embodiment of the invention.
  • the material compatibility of the cleaning composition according to the invention is constant in comparison to the value of a cleaning composition without the biocide according to the invention.
  • the cleaning performance is proportional to the emulsifying power of the formulation.
  • the cleaning composition according to the invention exhibits an improved primary cleaning performance due to the addition of the biocide with the same emulsifying power.
  • the secondary cleaning performance in one embodiment of the invention is the emulsifying power.
  • the series of measurements is optionally at a water hardness of 0 ° ie or 16 ° ie added.
  • the freshly prepared solution is then covered with 50 g of oil.
  • the solutions are stirred at a temperature of 20-25 ° C with 1200rpm ⁇ 3rpm exactly 2 minutes.
  • the stirrer should be positioned at the height of the phase boundary.
  • the emulsion is then transferred to a 250mL graduated cylinder and the volume of water separated is read after one and four hours. During the measurement, the measuring cylinder should rest.
  • the measured values determined by single determination are comparable within a series of measurements and should be accompanied by a standard such as Sodium lauryl sulfate to be checked. If the measurement of the standard is outside the tolerance range, repeat the measurement series.
  • a standard such as Sodium lauryl sulfate
  • test liquid can be mixed with a little water or oil-soluble dye.
  • the emulsifying power of the cleaning composition according to the invention is constant in comparison to the value of a cleaning composition without the biocide according to the invention.
  • Another object of the invention is the use of sugar surfactants to increase the antimicrobial effect of the biocide of the formula (I).
  • the invention furthermore relates to the use of the cleaning composition according to the invention for cleaning and / or disinfecting hard surfaces.
  • the antimicrobial cleaning composition of the present invention exhibits a good, long lasting disinfecting effect. Furthermore, the cleaning composition according to the invention shows an improved primary cleaning performance as well as a consistent or improved secondary cleaning performance.
  • Synergetic effects in the sense of the present invention are effects that arise only through the combination of the nonionic sugar surfactants according to the invention with the biocides according to the invention and thus the effect of one of these components is increased compared to a control without this component.
  • Tinosan HP 100 means a 30% solution of the biocidal compound of formula 1 a in 1,2-propylene glycol.
  • the cleaning performance was determined by means of the IPP Gardner test for all-purpose cleaners according to "IPP standard” (S ⁇ FW, No. 10/1986, page 371).
  • Fig. 1 is the increase in cleaning performance of an all-purpose cleaner based on sugar surfactants (Glucopon) to recognize.
  • Fig. 2 it can be seen that only by adding the film-forming nonionic surfactant (Glucopon), the primary cleaning performance is improved; the addition of a fatty alcohol ethoxylate (Dehydol LT 7) or the anionic surfactant (Texapon N70 lauryl ether sulfate) even worsens the cleaning performance.
  • Glucopon film-forming nonionic surfactant
  • Dehydol LT 7 fatty alcohol ethoxylate
  • anionic surfactant Texapon N70 lauryl ether sulfate
  • nonpolar biocide does not degrade the material compatibility of the cleaning formulations on plastics.
  • the antimicrobial, bactericidal activity of the cleaning composition of the invention was determined on sponges and flooring by means of a slightly modified US standard AATCC 100-2004.
  • Bacteriostatic activity was determined according to CG Standard 147e (Agar Diffusion Test).
  • pathogens were pathogenic Gram-positive bacteria (Staphylococcus aureus ATCC 6538) and Gram-negative bacteria (Klebsiella pneumoniae ATCC 4352 and Salmonella choleraesuis ATCC 9184).

Abstract

Antimicrobial cleansing composition comprises at least one sugar surfactant and a phenol compound (I) as a biocide. Antimicrobial cleansing composition comprises at least one sugar surfactant and a phenol compound of formula (I) as a biocide. X : O, S or -CH 2; Y1 : Cl or Br; Z : SO 2H, NO 2or 1-4C alkyl; k, l, o : 0 or 1; and m, n : 0-3 An independent claim is also included for preparing the antimicrobial cleansing composition, comprising initially pre-dissolving (I) in the sugar surfactant, and subsequently bringing into an aqueous phase. [Image].

Description

Die vorliegende Erfindung betrifft eine antimikrobielle Reinigungszusammensetzung enthaltend mindestens ein Zuckertensid und eine Verbindung der Formel (I) als Biozid, sowie die Verwendung der Zuckertenside zur Verbesserung der Aktivität des Biozid.The present invention relates to an antimicrobial cleaning composition containing at least one sugar surfactant and a compound of the formula (I) as a biocide, and to the use of the sugar surfactants for improving the activity of the biocide.

Harte Oberflächen reinigende und desinfizierende Zusammensetzungen umfassen im Allgemeinen ein oder mehrere Tenside und gegebenenfalls ein oder mehrere Biozid(e). In solchen Reinigungszusammensetzungen werden meistens anionische, nichtionische, amphotere und/oder kationische Tenside verwendet. Nichtionische Tenside werden üblicherweise aufgrund ihrer Wirksamkeit gegen Fettverschmutzungen verwendet. Nichtionische Tenside zeigen niedrige oder keine biozide Wirkung, wobei zu bemerken ist, dass im Allgemeinen die biozide Wirkung von Tensiden niedrig ist.Hard surface cleansing and disinfecting compositions generally comprise one or more surfactants and optionally one or more biocides. In such cleaning compositions mostly anionic, nonionic, amphoteric and / or cationic surfactants are used. Nonionic surfactants are commonly used because of their effectiveness against greasy soils. Nonionic surfactants show little or no biocidal activity, it being noted that in general the biocidal effect of surfactants is low.

Deshalb ist es üblich ein gesondertes Biozid zu den Zusammensetzungen zu gegeben. Typische Biozid sind starke Säuren, Alkali, phenolische Stoffe und Oxidanzien, wie Persäuren und Hypohalogenite. Diese Biozid sind im Allgemeinen stark reaktive Spezies. Dadurch zeigen sie toxische, korrosive und reizende Eigenschaften. Ferner ist ihre Aktivität als Biozid aufgrund ihrer starken Reaktivität von kurzer Lebensdauer. Somit sind diese reaktiven Komponenten in relativ hohen Anteilen in den Reinigungsmitteln erforderlich.Therefore, it is common to add a separate biocide to the compositions. Typical biocides are strong acids, alkalis, phenolic substances and oxidants, such as peracids and hypohalites. These biocides are generally highly reactive species. As a result, they show toxic, corrosive and irritating properties. Furthermore, their activity as a biocide is short lived because of their high reactivity. Thus, these reactive components are required in relatively high proportions in the detergents.

In der DE69722408T2 wird von einer Synergie bezüglich antimikrobieller Wirksamkeit zwischen aromatischen Alkoholen oder Phenolen, die von Phenol an sich verschieden sind und nichtionischen ethoxylierten Alkanol-Tensiden, außerhalb des physiologischen pH-Bereichs berichtet. Eine Erhöhung der Reinigungsleistung wird jedoch nicht offenbart.In the DE69722408T2 is reported to have a synergy with respect to antimicrobial efficacy between aromatic alcohols or phenols other than phenol per se and nonionic ethoxylated alkanol surfactants outside the physiological pH range. An increase in cleaning performance is not disclosed.

Aus dem Stand der Technik sind weitere Tenside bekannt, die die Wirkungen bestimmter Biozidn erhöhen. In der DE 3619375 wurde gefunden, dass die Verwendung von Alkylglycosiden als in alkohol- oder carbonsäurehaltigen antiseptischen Mitteln zu einer deutlichen Verstärkung der bakteriziden Wirkung der Alkohole bzw. Carbonsäuren führt. Dies zeigt sich in einer Verbesserung der mikrobiziden Wirkung gegenüber grampositiven Bakterien. Diese Zusammensetzungen werden bei einem stark sauren pH-Wert, im Allgemeinen unter pH 3, angewendet. Allerdings wird hier nicht auf eine verbesserte Reinigung, sondern verbesserte Wirkung des Biozid eingegangen.From the prior art, other surfactants are known which increase the effects of certain biocides. In the DE 3619375 has been found that the use of alkyl glycosides as in alcohol or carboxylic acid-containing antiseptic agents leads to a significant increase in the bactericidal effect of the alcohols or carboxylic acids. This is reflected in an improvement in the microbicidal activity against gram-positive bacteria. These compositions are used at a strongly acidic pH, generally below pH 3. However, it is not on improved cleaning, but improved effect of the biocide received.

In der DE60210317T2 wird eine antimikrobielle Zusammensetzung zur Behandlung einer Oberfläche beschrieben, die als Biozid ein polymeres Biguanid enthält. Diese wässrige Zusammensetzungen ein gutes Film-/Streifenbildungs- und Glanzretentions-/- verstärkungsprofil bei gleichzeitiger biozider Wirkung. Eine verbesserte Reinigung wird nicht offenbart.In the DE60210317T2 becomes an antimicrobial composition for treatment a surface containing as biocide a polymeric biguanide. These aqueous compositions have a good filming / streaking and gloss retention / enhancement profile with simultaneous biocidal activity. An improved cleaning is not disclosed.

Der Fachmann weiss, dass die unpolaren Biozide die Reinigungsleistung verringern.The person skilled in the art knows that the non-polar biocides reduce the cleaning performance.

Es sind auch weitere Tensid/Biozid-Kombinationen bekannt, die eine verminderte Wirkung, verglichen mit dem Biozid an sich, zeigen. In der Theorie wird das mit Mizellen des Tensids erklärt, in die das Biozid adsorbiert wird und deshalb weniger zur Wirkung zeigt (" Surface Active Agents",Porter 1990, Elsevier ).Other surfactant / biocide combinations are also known which show reduced activity compared to the biocide itself. In theory, this is explained with micelles of the surfactant into which the biocide is adsorbed and therefore less effective (" Surface Active Agents ", Porter 1990, Elsevier ).

Die Verwendung von Hydroxydiphenylether als mikrobizide Wirkstoffbestandteile in Haushaltsreinigungsmitteln ist z.B. aus der EP 1 167 503 A1 bekannt. Hier wird jedoch darauf hingewiesen, dass diese Reinigungsmittel einen hohen Gehalt an synthetischen Detergenzien oder Seifen aufweisen, welche die bakterizide Wirkung des Hydroxydiphenylethers in der Formulierung stark vermindern. Dadurch wird die bakterizide Aktivität solcher Haushaltsreinigungsmittel unbefriedigend.The use of hydroxydiphenyl ether as microbicidal active ingredient in household cleaning agents is for example from EP 1 167 503 A1 known. It should be noted, however, that these detergents have a high content of synthetic detergents or soaps which greatly reduce the bactericidal effect of the hydroxydiphenyl ether in the formulation. As a result, the bactericidal activity of such household detergent is unsatisfactory.

Aufgabe der vorliegenden Erfindung war es, neue, verbesserte antimikrobielle Reinigungszusammensetzungen zur Verfügung zu stellen, die insbesondere eine verbesserte, primäre und/oder sekundäre Reinigungsleistung zeigen. Außerdem sollte dabei die antimikrobielle Wirkung konstant bleiben bzw. verbessert werden.The object of the present invention was to provide new, improved antimicrobial cleaning compositions, which show in particular an improved, primary and / or secondary cleaning performance. In addition, the antimicrobial effect should remain constant or be improved.

Dies Aufgabe wird durch die erfindungsgemäße antimikrobielle Reinigungszusammensetzung gelöst.This object is achieved by the antimicrobial cleaning composition according to the invention.

Gegenstand der vorliegenden Erfindung ist somit eine antimikrobielle Reinigungszusammensetzung enthaltend mindestens ein Zuckertensid und eine Verbindung der Formel (I) als Biozid

Figure imgb0001
The present invention thus provides an antimicrobial cleaning composition containing at least one sugar surfactant and a compound of formula (I) as a biocide
Figure imgb0001

Wobei die Indizes folgende Bedeutung haben
X = O, S oder - CH2-,
Y = Cl oder Br,
Z = SO2H, NO2 oder C1 - C4-Alkyl,
k, l = 0 oder 1,
m = 0, 1, 2 oder 3,
n = 0, 1, 2 oder 3,
o=0 oder 1.
The indexes have the following meaning
X = O, S or - CH 2 -,
Y = Cl or Br,
Z = SO 2 H, NO 2 or C 1 - C 4 -alkyl,
k, l = 0 or 1,
m = 0, 1, 2 or 3,
n = 0, 1, 2 or 3,
o = 0 or 1.

Zuckertenside im Sinne der vorliegenden Erfindung sind nichtionische Tenside mit einem Kohlenhydrat als hydrophilem Anteil und Fettalkoholen oder Fettsäuren als hydrophobe Komponente. In einer Ausführung der vorliegenden Erfindung wird ein Zuckertensid der allgemeinen Formel (II)

         R-O-Gp

mit R = Alkyl oder Alkenyl,
G = Aldose oder Ketose und
P = 1, 2, 3, 4, 5, 6, 7, 8, 9 oder 10 eingesetzt.
Sugar surfactants for the purposes of the present invention are nonionic surfactants with a carbohydrate as the hydrophilic fraction and fatty alcohols or fatty acids as the hydrophobic component. In one embodiment of the present invention, a sugar surfactant of the general formula (II)

ROG p

with R = alkyl or alkenyl,
G = aldose or ketosis and
P = 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10 used.

In einer weiteren Variante handelt es sich bei den erfindungsgemäß zu verwendenden Zuckertensiden um Alkyl- und/oder Alkenylpolyglycoside der Formel II in der R für ein Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und P für die Zahlen von 1 bis 10 steht. In einer weiteren Ausführung leiten sich die Alkyl- und/oder Alkenylpolyglycoside von Aldosen oder Ketosen mit 5 oder 6 Kohlenstoffatomen ab.In a further variant, the sugar surfactants to be used according to the invention are alkyl and / or alkenylpolyglycosides of the formula II in which R is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and P stands for the numbers from 1 to 10. In a further embodiment, the alkyl and / or alkenyl polyglycosides are derived from aldoses or ketoses having 5 or 6 carbon atoms.

Die Komponente G in Formel (II) wird in einer Ausführung ausgewählt aus der Gruppe Hexosen, bevorzugt der Gruppe enthaltend Allose, Altrose, Glucose, Mannose, Gulose, Idose, Galactose, Talose, Psicose, Fructose, Sorbose, Tagatose, besonders bevorzugt Glucose.Component G in formula (II) is selected in one embodiment from the group of hexoses, preferably the group comprising allose, altrose, glucose, mannose, gulose, idose, galactose, talose, psicose, fructose, sorbose, tagatose, particularly preferably glucose.

Die Komponente G in Formel (II) wird in einer weitern Ausführung ausgewählt aus der Gruppe Pentosen, bevorzugt der Gruppe enthaltend Ribulose, Xylulose, Ribose, Arabinose, Xylose, Lyxose, besonders bevorzugt Xylose und/oder Arabinose.The component G in formula (II) is selected in a further embodiment from the group pentoses, preferably the group containing ribulose, xylulose, ribose, arabinose, xylose, lyxose, particularly preferably xylose and / or arabinose.

Die bevorzugten Alkyl-und/oder Alkenyloligoglykoside sind in einer Variante der Erfindung Alkyl- und/oder Alkenyloligoglucoside.The preferred alkyl and / or alkenyl oligoglycosides are in one variant of the invention alkyl and / or alkenyl oligoglucosides.

Die Indexzahl p in der allgemeinen Formel (I) gibt den Oligomerisierungsgrad (DP), d. h. die Verteilung von Mono- und Oligoglykosiden an und steht für eine Zahl zwischen 1 und 10. Während p in einer gegebenen Verbindung stets ganzzahlig sein muss und hier vor allem die Werte p = 1 bis 6 annehmen kann, ist der Wert p für ein bestimmtes Alkyl(oligo)glykosid eine analytisch ermittelte rechnerische Größe, die meistens eine gebrochene Zahl darstellt. In einer Ausführung der Erfindung werden Alkyl- und/oder Alkenyloligoglykoside mit einem mittleren Oligomerisierungsgrad p von 1,1 bis 3,0 eingesetzt.The index number p in the general formula (I) indicates the degree of oligomerization (DP), ie the distribution of mono- and oligoglycosides, and stands for a number between 1 and 10. While p in a given compound always has to be an integer, and above all can assume the values p = 1 to 6, the value p for a given alkyl (oligo) glycoside is an analytically determined arithmetic variable, which is usually a fractional number represents. In one embodiment of the invention, alkyl and / or alkenyl oligoglycosides having an average degree of oligomerization p of from 1.1 to 3.0 are used.

Die erfindungsgemäßen Alkyl- und/oder Alkenylpolyglycoside können nach den einschlägigen Verfahren der präparativen organischen Chemie erhalten werden. Stellvertretend für das umfangreiche Schrifttum sei hier auf die Übersichtsarbeit von Biermann et al. in Starch/Stärke 45, 281 (1993 ), sowie J.Kahre et al. in SÖFW-Journal Heft 8, 598 (1995 ) verwiesen.The alkyl and / or alkenyl polyglycosides according to the invention can be obtained by the relevant processes of preparative organic chemistry. Representative of the extensive literature is here on the review of Biermann et al. in Starch / Strength 45, 281 (1993 ), such as J.Kahre et al. in SÖFW Journal Heft 8, 598 (1995 ).

Neben Alkyl- und/oder Alkenylpolyglycoside auf Basis von unverzweigten Fettalkoholen werden in einer Variante Alkyl- und/oder Alkenylpolyglycoside mit verzeigte Reste R eingesetzt.In addition to alkyl and / or alkenyl polyglycosides based on unbranched fatty alcohols, in one variant alkyl and / or alkenyl polyglycosides with branched radicals R are used.

Der Rest R in Formel (II) wird in einer Ausführung ausgewählt aus der Gruppe der Alkoholen enthaltend Fettalkohole, primäre Alkohole, insbesondere sogenannte Oxoalkohole, zum Beispiel Nonyl-, Undecyl- oder Tridecylalkohole, und primäre Alkohole, die lineare Octyl-, Decyl-, Dodecyl-, Tetradecyl-, Hexadecyl- oder Octadecylgruppen enthalten sowie Gemische davon.The radical R in formula (II) is selected in one embodiment from the group of alcohols containing fatty alcohols, primary alcohols, especially so-called oxo alcohols, for example nonyl, undecyl or tridecyl alcohols, and primary alcohols, the linear octyl, decyl, Dodecyl, tetradecyl, hexadecyl or octadecyl groups and mixtures thereof.

In einer Variante werden Alkohole mit einer Kohlenstoffkette, die auch verzweigt sein kann, mit C4-C18, bevorzugt C12-C16, insbesondere C12-C14 ausgewählt.In one variant, alcohols having a carbon chain, which may also be branched, are selected from C4-C18, preferably C12-C16, in particular C12-C14.

In einer Ausführung der Erfindung handelt es sich bei den verzweigten Resten um isoAmyl, iso-Hexyl und/oder iso-heptyl, bevorzugt 2-Ethyl-Hexyl und/oder 2-Propyl-Heptyl. Erfindungsgemäß können auch Gemische unterschiedlicher Verbindungen der allgemeinen Formel (II) eingesetzt werden. So können alle Kombinationen der unterschiedlichen Aldosen oder Ketosen mit allen möglichen Alkyl- und/oder Alkenylresten eingesetzt werden.In one embodiment of the invention, the branched radicals are iso-amyl, iso-hexyl and / or iso-heptyl, preferably 2-ethyl-hexyl and / or 2-propyl-heptyl. According to the invention, it is also possible to use mixtures of different compounds of the general formula (II). Thus, all combinations of different aldoses or ketoses with all possible alkyl and / or alkenyl radicals can be used.

In einer weiteren Ausführung enthält die erfindungsgemäße Reinigungszusammensetzung als Biozid eine Verbindung der Formel (la)

Figure imgb0002
oder der Formel (Ib)
Figure imgb0003
, bevorzugt (la).In a further embodiment, the cleaning composition according to the invention contains as biocide a compound of the formula (Ia)
Figure imgb0002
or the formula (Ib)
Figure imgb0003
, preferably (la).

Erfindungsgemäß können auch Gemische unterschiedlicher Verbindungen der allgemeinen Formel (I) eingesetzt werden. So können alle Kombinationen der unterschiedlichen Verbindungen der allgemeinen Formel (II) mit den unterschiedlicher Verbindungen der allgemeinen Formel (I) in den erfindungsgemäßen Zusammensetzungen eingesetzt werden, aber auch Kombinationen von Gemischen der unterschiedlichen Verbindungen der allgemeinen Formel (II) mit den Gemischen der unterschiedlicher Verbindungen der allgemeinen Formel (I).According to the invention, it is also possible to use mixtures of different compounds of the general formula (I). Thus, all combinations of the different compounds of the general formula (II) with the different compounds of the general formula (I) can be used in the compositions according to the invention, but also combinations of mixtures of the different compounds of the general formula (II) with the mixtures of the different compounds the general formula (I).

Im Sinne der Erfindung sind Reinigungszusammensetzungen beziehungsweise Reinigungsmittel:

  • Mittel zur Reinigung und/oder Desinfektion von harten Oberflächen, wie Allzweckreiniger, Bodenreiniger, Geschirrpülmittel für manuelle oder automatische Geschirreinigung, Handspülmittel, Glasreiniger, Küchenreiniger, Bad- und Sanitärreiniger, WC-Reiniger, Desinfektionsreiniger.
  • Reinigungs- und Pflegemittel für Textilien und Wäsche, wie Waschmittel, Weichspüler, Fleckenentfernungsmittel.
For the purposes of the invention, cleaning compositions or cleaning agents are:
  • Agents for cleaning and / or disinfecting hard surfaces, such as all-purpose cleaners, floor cleaners, dishwashing detergents for manual or automatic dishwashing, hand dishwashing detergents, glass cleaners, kitchen cleaners, bathroom and sanitary cleaners, toilet cleaners, disinfectant cleaners.
  • Cleaning and care products for textiles and laundry, such as laundry detergents, softeners, stain removers.

Formulierungstypen der Reinigungsmittel werden ausgewählt aus der Gruppe enthaltend: Reinigungs- und Desinfektionsmittelkonzentrat, Flüssige Reiniger oder Desinfektionsmittel, Pulverförmige Reiniger oder Desinfektionsmittel, Flüssige Reiniger oder Desinfektionsmittel, Sprays zur Reinigung oder Desinfektion, Emulsionen und Gele.Formulation types of detergents are selected from the group comprising: detergent and disinfectant concentrate, liquid cleaners or disinfectants, powdered cleaners or disinfectants, liquid cleaners or disinfectants, sprays for cleaning or disinfecting, emulsions and gels.

Die zu behandelnden Oberflächen werden ausgewählt aus der Gruppe enthaltend: Glas, Kunststoffe, Metalle, Stahl, Holz, Steinmaterialien, Keramik, Zement, Beschichtungen, Verbundmaterialien, Textilien (Naturfasern wie z.B. Baumwolle, Wolle, Seide und synthetische Fasern wie Polyester, Polyolefine (PE, PP etc.), Polyamide, Polyurethane, PVC etc.), Schaumstoffe und Polstermaterialien und Teppiche.The surfaces to be treated are selected from the group comprising: glass, plastics, metals, steel, wood, stone materials, ceramics, cement, coatings, composites, textiles (natural fibers such as cotton, wool, silk and synthetic fibers such as polyesters, polyolefins (PE , PP etc.), polyamides, polyurethanes, PVC etc.), foams and upholstery materials and carpets.

In einer Variante der vorliegenden Erfindung handelt es sich um eine Reinigungszusammensetzung für harte Oberflächen. Harte Oberflächen im Sinne der Erfindung sind z.B. Kacheln, Fliesen, Keramik, Glas, Glasfasern, Metalle, Stahl, Aluminium, Kunststoff, Holz, Steinmaterialien, Beschichtungen, Verbundmaterialien, Zement und dergleichen, aber keine Textilien.One variant of the present invention is a hard surface cleaning composition. Hard surfaces in the sense of the invention are e.g. Tiles, tiles, ceramics, glass, glass fibers, metals, steel, aluminum, plastic, wood, stone materials, coatings, composites, cement and the like, but no textiles.

Beim Reinigen von harten Oberflächen ist es häufig notwendig, eine Oberfläche zu desinfizieren. Unter desinfizieren wird in dieser Anmeldung die Abtötung oder die Wachstumsreduktion von Mikroorganismen verstanden.When cleaning hard surfaces, it is often necessary to disinfect a surface. In this application, disinfecting is understood to mean the killing or growth reduction of microorganisms.

In einer weiteren Ausführung der Erfindung besitzt die Zusammensetzung pH-Wert zwischen 5 und 12, bevorzugt 7 bis 10, insbesondere 7 bis 9.In a further embodiment of the invention, the composition has a pH of between 5 and 12, preferably 7 to 10, in particular 7 to 9.

Die erfindungsgemäße Zusammensetzung liegt in einer Variante als Konzentrat vor. Bei den Konzentraten handelt es sich in der Regel um wäßrige Zubereitungen mit einem erhöhten Aktivsubstanzgehalt, der durch Verdünnen (meistens mit Wasser) auf die jeweilige, der Anwendung entsprechende Konzentration eingestellt wird. Die Konzentrate enthalten bevorzugt zusätzlich Antioxidationsmittel wie z.B. BHT, Ascorbinsäure etc. als Stabilisatoren.The composition of the invention is present in a variant as a concentrate. The concentrates are generally aqueous preparations with an increased active substance content, which is adjusted by dilution (usually with water) to the respective concentration corresponding to the application. The concentrates preferably additionally contain anti-oxidants such as e.g. BHT, ascorbic acid etc. as stabilizers.

In einer weiteren Ausführung enthält die erfindungsgemäße Reinigungszusammensetzung die Verbindung der Formel (I) in einer Endkonzentration von 0,0001 bis 10% eingesetzt, bevorzugt 0,0001 bis 1 %, insbesondere 0,003 bis 0,5% Gewichtsprozent und die Verbindung der Formel (II) in einer Endkonzentration von 0,1 bis 20% eingesetzt, bevorzugt 1 bis 10%, besonders bevorzugt 2 bis 5% insbesondere 2,5 Gewichtsprozent.In a further embodiment, the cleaning composition according to the invention comprises the compound of the formula (I) used in a final concentration of 0.0001 to 10%, preferably 0.0001 to 1%, in particular 0.003 to 0.5% by weight and the compound of the formula (II ) in a final concentration of 0.1 to 20%, preferably 1 to 10%, more preferably 2 to 5%, in particular 2.5 weight percent.

In einer Ausführung der Erfindung wird für die Reinigung und Desinfektion die Verbindung der Formel (I) in einer Endkonzentration von 0,0001 bis 10% eingesetzt, bevorzugt 0,0001 bis 1 %, insbesondere 0,003 bis 0,5% Gewichtsprozent.In one embodiment of the invention, the compound of the formula (I) is used for the purification and disinfection in a final concentration of 0.0001 to 10%, preferably 0.0001 to 1%, in particular 0.003 to 0.5% by weight.

In einer Ausführung der Erfindung wird für die Reinigung die Verbindung der Formel (II) in einer Endkonzentration von 0,1 bis 20% eingesetzt, bevorzugt 1 bis 10%, besonders bevorzugt 2 bis 5% insbesondere 2,5 Gewichtsprozent.In one embodiment of the invention, the compound of the formula (II) is used for the purification in a final concentration of 0.1 to 20%, preferably 1 to 10%, particularly preferably 2 to 5%, in particular 2.5% by weight.

Falls Konzentrate vorlegen werden diese verdünnt, so dass beim Auftrag auf die zu reinigende Oberfläche die Verbindungen der Formel (I) und (II) in den oben genannten Konzentrationen vorliegen.If concentrates are present, they are diluted, so that when applied to the surface to be cleaned, the compounds of the formula (I) and (II) are present in the abovementioned concentrations.

Die erfindungsgemäße Reinigungszusammensetzung enthält in einer Variante mindestens einem weiteren Zusatzstoff ausgewählt aus der Gruppe enthaltend: Stabilisatoren, Antioxidantien, weitere Tenside, Säuren, Basen, Hydrotrope, Bleichsysteme, Konsistenzgeber, Konservierungsmittel, Dispergiermittel, Duftstoffe, Farbstoffe, Komplexbildner, Lösungsmittel und Wasser.The cleaning composition according to the invention contains in a variant at least one further additive selected from the group consisting of: stabilizers, antioxidants, other surfactants, acids, bases, hydrotropes, bleach systems, bodying agents, preservatives, dispersants, fragrances, dyes, complexing agents, solvents and water.

Weiterer Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung der erfindungsgemäßen antimikrobiellen Reinigungszusammensetzung. Die Herstellung erfolgt in dem Fachmann bekannten Arbeitsschritten durch Mischen der Zutaten, wobei das Biozid der Formel (I) zunächst in dem Zuckertensid vorgelöst wird und anschließend in eine wässrige Phase gebracht wird.Another object of the present invention is a process for the preparation of the antimicrobial cleaning composition according to the invention. The preparation is carried out in steps known to those skilled in the art by mixing the ingredients, wherein the biocide of the formula (I) is first pre-dissolved in the sugar surfactant and then brought into an aqueous phase.

Ferner ist Gegenstand der Erfindung auch die Verwendung eines Biozid der Formel (I) zur Steigerung der Reinigungsleistung von nichtionischen Zuckertensiden. Dabei wird insbesondere die primäre Reinigungsleistung verbessert im Vergleich zu einer Kontrolle ohne das erfindungsgemäße Biozid.Furthermore, the invention also relates to the use of a biocide of the formula (I) for increasing the cleaning performance of nonionic sugar surfactants. In particular, the primary cleaning performance is improved compared to a control without the biocide according to the invention.

Im Sinne der vorliegenden Erfindung ist unter primärer Reinigungsleistung die Entfernung von Schmutz von einer Oberfläche, bevorzugt von einer harten Oberfläche zu verstehen. Um die primäre Reinigungsleistung zu messen wird in einer Variante der Erfindung der IPP-Gardner-Test für Allzweckreiniger gemäß "IPP-Norm"( SÖFW, No. 10/1986, Seite 371 ) eingesetzt.For the purposes of the present invention, primary cleaning performance is the removal of dirt from a surface, preferably a hard surface. In order to measure the primary cleaning performance, in a variant of the invention, the IPP Gardner test for all-purpose cleaners according to the "IPP standard" (US Pat. SOFW, No. 10/1986, page 371 ) used.

Die vorliegende Erfindung betrifft somit ein Verfahren zur Verbesserung der primären Reinigungsleistung eines Reinigungsmittels enthaltend nichtionische Zuckertenside durch Einsatz eines Biozid der Formel (I) im Vergleich zu einer Kontrolle ohne dieses Biozid gemessen mit dem IPP-Gardner-Test für Allzweckreiniger gemäß "IPP-Norm"(SÖFW, No. 10/1986, Seite 371) oder einer Variante davon.The present invention thus relates to a method for improving the primary cleaning performance of a cleaning agent containing nonionic sugar surfactants by using a biocide of the formula (I) in comparison to a control without this biocide, measured using the IPP Gardner test for all-purpose cleaners according to "IPP standard". (SÖFW, No. 10/1986, page 371) or a variant thereof.

Die primäre Reinigungsleistung wird erfindungsgemäß um 2%, 3%, bevorzugt 4%, 5%, 6%, besonders bevorzugt 7%, 8%, 9%, insbesondere 10% oder mehr erhöht.The primary cleaning performance is increased according to the invention by 2%, 3%, preferably 4%, 5%, 6%, more preferably 7%, 8%, 9%, in particular 10% or more.

Gegenstand der vorliegenden Erfindung ist in einer Ausführung ein Verfahren zur Erhöhung der antimikrobiellen Wirkung einer Reinigungszusammensetzung enthaltend nichtionische Zuckertenside durch Zugabe eines Biozid der Formel (I).The present invention is in one embodiment, a method for increasing the antimicrobial effect of a cleaning composition containing nonionic sugar surfactants by adding a biocide of the formula (I).

Der Einsatz des Biozid der Formel (I) in einer Reinigungszusammensetzung enthaltend nichtionische Zuckertenside führt neben der Verbesserung der primären Reinigungsleistung zu dem Erhalt oder Verbesserung der sekundären Reinigungsleistung.The use of the biocide of the formula (I) in a detergent composition containing nonionic sugar surfactants, in addition to the improvement of the primary cleaning performance, leads to the maintenance or improvement of the secondary cleaning performance.

Die sekundäre Reinigungsleistung ist in einer Ausführung der Erfindung der Glanzerhalt der gereinigten Oberfläche.The secondary cleaning performance in one embodiment of the invention is the gloss retention of the cleaned surface.

In einer Variante der Erfindung wird das Glanzverhalten mit folgendem Test bestimmt: Vor dem Auftrag der Testsubstanz wird eine schwarze Keramikfliese in einer Geschirrspülmaschine mit dem 55°C-Program "Universal Plus" und standard Spülmaschinenpulver gespült und nach dem Trocknen mit Isopropanol und anschließend mit Ethylacetat gereinigt. Die Oberfläche wird unter warmem Wasser mit einem Schwamm gesäubert und anschließend mit destilliertem Wasser und Schwamm nochmals gesäubert. Das Abfließen des destillierten Wassers wird visuell überprüft.In one variant of the invention, the gloss behavior is determined with the following test: Prior to application of the test substance, a black ceramic tile is rinsed in a dishwasher with the 55 ° C. program "Universal Plus" and standard dishwasher powder and after drying with isopropanol and then with ethyl acetate cleaned. The surface is cleaned under warm water with a sponge and then cleaned again with distilled water and sponge. The effluent of the distilled water is visually checked.

Die Lichtreflektion wird in einem 20° Winkel an 5 Punkten der so präparierten Fliese mittels eines BYK-Gardner-Glanzmessers bestimmt. Es werden 25 Tropfen Testsubstanz mit einer Pipette in 5 Reihen mit je 5 Tropfen aufgetragen und mit einem Papierhandtuch verteilt. Die Verteilung erfolgt durch Wischen ohne Druck in 10 Reihen von oben nach unten und 10 von unten nach oben.The light reflection is determined at a 20 ° angle at 5 points of the thus prepared tile by means of a BYK-Gardner glossmeter. 25 drops of test substance are applied with a pipette in 5 rows of 5 drops each and spread with a paper towel. The distribution is done by wiping without pressure in 10 rows from top to bottom and 10 from bottom to top.

Die Testsubstanz z. B. wird in folgender Lösung aufgetragen:

  • 0,1% AS (active Substanz) Testmaterial, 1,0% AS Lutensol ON 80 (BASF), add 100% VE-Wasser
  • Nach dem Trocknen wird die Lichtreflektion erneut, falls möglich, an denselben Punkten der Fliese bestimmt.
The test substance z. B. is applied in the following solution:
  • 0.1% AS (active substance) test material, 1.0% AS Lutensol ON 80 (BASF), add 100% deionized water
  • After drying, the light reflection is again determined, if possible, at the same points on the tile.

Die Glanz-Retention ergibt sich aus dem Verhältnis des Messwerts der behandelten Oberfläche zu dem Wert der gereinigten Fliese vor Auftrag der Testsubstanz.The gloss retention results from the ratio of the measured value of the treated surface to the value of the cleaned tile before application of the test substance.

In einer Variante der Erfindung ist die Glanz-Retention der erfindungsgemäßen Reinigungszusammensetzung konstant im Vergleich zu dem Wert einer Reinigungszusammensetzung ohne das erfindungsgemäße Biozid, bevorzugt um 2%, 3%, 4%, 5%, 6%, besonders bevorzugt 7%, 8%, 9%, insbesondere 10% oder mehr erhöht.In one variant of the invention, the gloss retention of the cleaning composition according to the invention is constant in comparison with the value of a cleaning composition without the biocide according to the invention, preferably by 2%, 3%, 4%, 5%, 6%, more preferably 7%, 8%, 9%, especially 10% or more increased.

Die sekundäre Reinigungsleistung ist in einer Ausführung der Erfindung die Materialverträglichkeit.The secondary cleaning performance is material compatibility in one embodiment of the invention.

In einer Variante der Erfindung wird die Materialverträglichkeit mit folgendem Test bestimmt:

  • Die Bestimmung dient anhand der Rißbildung an Kunststoffstäbchen nach Eintauchen in Reinigerlösungen zur Beurteilung der Verträglichkeit von Reinigern auf Kunststoffen.
  • Der zu prüfende Kunststoff wird mit einem Metallstift versehen, dadurch unter Spannung gesetzt und in die Testlösung getaucht.
In a variant of the invention, the material compatibility is determined by the following test:
  • The determination is based on the cracking of plastic rods after immersion in cleaning solutions to assess the compatibility of cleaners on plastics.
  • The plastic to be tested is provided with a metal pin, thereby put under tension and immersed in the test solution.

Nach bestimmten Zeitabständen wird die Veränderung des Kunststoffstäbchens beurteilt.After certain intervals, the change in the plastic rod is assessed.

Je nach Aufgabenstellung wird bevorzugt 5% AS (Aktivsubstanz) der zu prüfenden Substanzen eingesetzt.Depending on the task, preference is given to using 5% AS (active substance) of the substances to be tested.

Die Auswertung erfolgt visuell anhand folgender Wertungkriterien: 1= unverändert, 2= Risse, 3= durchgehender Riss und 4= Bruch.The evaluation is carried out visually on the basis of the following evaluation criteria: 1 = unchanged, 2 = cracks, 3 = continuous crack and 4 = breakage.

In einer Variante der Erfindung ist die Materialverträglichkeit der erfindungsgemäßen Reinigungszusammensetzung konstant im Vergleich zu dem Wert einer Reinigungszusammensetzung ohne das erfindungsgemäße Biozid.In one variant of the invention, the material compatibility of the cleaning composition according to the invention is constant in comparison to the value of a cleaning composition without the biocide according to the invention.

In herkömmlichen Reinigungsmitteln ist die Reinigungsleistung proportional zum Emulgiervermögen der Formulierung. Die erfindungsgemäße Reinigungszusammensetzung zeigt jedoch bei gleichem Emulgiervermögen eine verbesserte primäre Reinigungsleistung durch die Zugabe des Biozid.In conventional detergents, the cleaning performance is proportional to the emulsifying power of the formulation. However, the cleaning composition according to the invention exhibits an improved primary cleaning performance due to the addition of the biocide with the same emulsifying power.

Die sekundäre Reinigungsleistung ist in einer Ausführung der Erfindung das Emulgiervermögen.The secondary cleaning performance in one embodiment of the invention is the emulsifying power.

In einer Variante der Erfindung wird das Emulgiervermögen mit folgendem Test bestimmt:

  • Tensidlösungen einer definierten Konzentration werden im Becherglas mit Olivenöl überschichtet und unter definierten Bedingungen gerührt. Die so erzeugten Emulsionen werden anschließend in Messzylinder überführt. Als Maß für die Emulsionsstabilität wird das Volumen an sich abscheidender wässriger Phase nach einer Stunde und nach vier Stunden bestimmt.
In a variant of the invention, the emulsifying power is determined by the following test:
  • Surfactant solutions of a defined concentration are covered with olive oil in a beaker and stirred under defined conditions. The emulsions thus produced are then transferred to measuring cylinders. As a measure of the emulsion stability, the volume of separating aqueous phase is determined after one hour and after four hours.

Die Messreihe wird Wahlweise bei einer Wasserhärte von 0°dh oder 16°dh aufgenommen. Zunächst werden 50g wässrige homogene Tensidlösung mit einem Massenanteil von w=2% Aktivsubstanz in einem 400mL Becherglas angesetzt bzw. bei Formulierungen nach der jeweiligen Anforderung. Die frisch angesetzte Lösung wird dann mit 50g Öl überschichtet. Anschließend werden die Lösungen bei einer Temperatur von 20-25°C mit 1200rpm ±3rpm genau 2 Minuten gerührt. Dabei ist das Rührorgan auf Höhe der Phasengrenze zu positionieren. Danach wird die Emulsion in einen 250mL Messzylinder überführt und das Volumen an abgeschiedenem Wasser nach einer und vier Stunden abgelesen. Während der Messung soll der Messzylinder ruhen.The series of measurements is optionally at a water hardness of 0 ° ie or 16 ° ie added. First, 50 g aqueous homogeneous surfactant solution with a mass fraction of w = 2% active substance in a 400mL beaker are used or in formulations according to the respective requirement. The freshly prepared solution is then covered with 50 g of oil. Subsequently, the solutions are stirred at a temperature of 20-25 ° C with 1200rpm ± 3rpm exactly 2 minutes. The stirrer should be positioned at the height of the phase boundary. The emulsion is then transferred to a 250mL graduated cylinder and the volume of water separated is read after one and four hours. During the measurement, the measuring cylinder should rest.

Die durch Einfachbestimmung ermittelten Messwerte sind innerhalb einer Messreihe vergleichbar und sollten durch das mitführen eines Standards wie z.B. Natriumlaurylsulfat überprüft werden. Sollte die Messung des Standards außerhalb des Toleranzbereiches liegen ist die Messreihe zu wiederholen.The measured values determined by single determination are comparable within a series of measurements and should be accompanied by a standard such as Sodium lauryl sulfate to be checked. If the measurement of the standard is outside the tolerance range, repeat the measurement series.

Um die Phasengrenze bei Versuchen mit farblosen Ölen schärfer ablesen zu können, kann man die Testflüssigkeit mit etwas wasser- bzw. öllöslichen Farbstoff versetzen.In order to be able to read the phase boundary more sharply in tests with colorless oils, the test liquid can be mixed with a little water or oil-soluble dye.

In einer Variante der Erfindung ist das Emulgiervermögen der erfindungsgemäßen Reinigungszusammensetzung konstant im Vergleich zu dem Wert einer Reinigungszusammensetzung ohne das erfindungsgemäße Biozid.In a variant of the invention, the emulsifying power of the cleaning composition according to the invention is constant in comparison to the value of a cleaning composition without the biocide according to the invention.

Weiterer Gegenstand der Erfindung ist die Verwendung von Zuckertensiden zur Steigerung der antimikrobiellen Wirkung der Biozid der Formel (I).Another object of the invention is the use of sugar surfactants to increase the antimicrobial effect of the biocide of the formula (I).

Ferner ist Gegenstand der Erfindung die Verwendung erfindungsgemäßen Reinigungszusammensetzung zur Reinigung und/oder Desinfektion von harten Oberflächen.The invention furthermore relates to the use of the cleaning composition according to the invention for cleaning and / or disinfecting hard surfaces.

Die erfindungsgemäße, antimikrobielle Reinigungszusammensetzung zeigt eine gute, lang anhaltende Desinfektionswirkung. Ferner zeigt die erfindungsgemäße Reinigungszusammensetzung eine verbesserte primäre Reinigungsleistung sowie eine gleich bleibende bzw. verbesserte sekundäre Reinigungsleistung.The antimicrobial cleaning composition of the present invention exhibits a good, long lasting disinfecting effect. Furthermore, the cleaning composition according to the invention shows an improved primary cleaning performance as well as a consistent or improved secondary cleaning performance.

Durch den erfindungsgemäßen Einsatz eines Zuckertensids und einer Verbindung der Formel (I) als Biozid kommt es zu Synergieeffekten, deutlich werdend in einer verbesserten Reinigungsleistung und verbesserten antimikrobielles Wirkung.The use according to the invention of a sugar surfactant and a compound of the formula (I) as biocide leads to synergy effects, which become clear in an improved cleaning performance and improved antimicrobial effect.

Im Sinne der Erfindung wird eine Verbesserung, Steigerung oder Erhöhung einer Eigenschaft im Vergleich mit einer Kontrolle bestimmt in welcher die Komponente, deren Wirkung getestet wird, nicht vorhanden ist. Zur Durchführung dieser Versuche greift der Fachmann auf sein allgemeines Fachwissen zurück.For the purposes of the invention, an improvement, increase or increase in a property is determined in comparison with a control in which the component whose Effect is tested, does not exist. To carry out these experiments, the skilled person will fall back on his general expertise.

Synergetische Effekte im Sinne der vorliegenden Erfindung sind Effekte die nur durch die Kombination der erfindungsgemäßen nichtionischen Zuckertensiden mit den erfindungsgemäßen Biozidn entstehen und dadurch die Wirkung einer dieser Komponenten erhöht wird im Vergleich zu einer Kontrolle ohne diese Komponente.Synergetic effects in the sense of the present invention are effects that arise only through the combination of the nonionic sugar surfactants according to the invention with the biocides according to the invention and thus the effect of one of these components is increased compared to a control without this component.

BeispieleExamples

In den nachfolgenden Beispielen bedeutet Tinosan HP 100 eine 30%-ige Lösung von der biozide Verbindung der Formel 1 a in 1,2-propylenglykol.In the following examples, Tinosan HP 100 means a 30% solution of the biocidal compound of formula 1 a in 1,2-propylene glycol.

1. Verbesserte Reinigungsleistung:1. Improved cleaning performance:

Die Reinigungsleistung wurde mittels des IPP-Gardner-Tests für Allzweckreiniger gemäß "IPP-Norm"(SÖFW, No. 10/1986, Seite 371) bestimmt.The cleaning performance was determined by means of the IPP Gardner test for all-purpose cleaners according to "IPP standard" (SÖFW, No. 10/1986, page 371).

Erfindungsgemäße FormulierungInventive formulation

F3 (APC as ready to use):

  • 2,5% Glucopon 425 N/HH (50%)
  • 0,8% Citric Acid (100%)
  • 0,5% NaOH (50%)
  • 0,8% Sodium bicarbonate (100%)
  • 0-0,5 % Tinosan HP 100
F3 (APC as ready to use):
  • 2.5% Glucopon 425 N / HH (50%)
  • 0.8% Citric Acid (100%)
  • 0.5% NaOH (50%)
  • 0.8% sodium bicarbonate (100%)
  • 0-0.5% Tinosan HP 100

Aus Fig. 1 ist die Erhöhung der Reinigungsleistung eines Allzweckreinigers auf Basis von Zuckertensiden (Glucopon) zu erkennen.Out Fig. 1 is the increase in cleaning performance of an all-purpose cleaner based on sugar surfactants (Glucopon) to recognize.

Vergleichsformulierungen:Comparative formulations:

F7 (APC as ready to use):

  • 2,5% Texapon N70
  • 0,8% Citric Acid (100%)
  • 0,5% NaOH (50%)
  • 0,8% Sodium bicarbonate (100%)
  • 0-0,5 % Tinosan HP 100
F7 (APC as ready to use):
  • 2.5% Texapon N70
  • 0.8% Citric Acid (100%)
  • 0.5% NaOH (50%)
  • 0.8% sodium bicarbonate (100%)
  • 0-0.5% Tinosan HP 100

F9 (APC as ready to use):

  • 2,5% Dehydol LT 7
  • 0,8% Citric Acid (100%)
  • 0,5% NaOH (50%)
  • 0,8% Sodium bicarbonate (100%)
  • 0-0,5 % Tinosan HP 100
F9 (APC as ready to use):
  • 2.5% Dehydol LT 7
  • 0.8% Citric Acid (100%)
  • 0.5% NaOH (50%)
  • 0.8% sodium bicarbonate (100%)
  • 0-0.5% Tinosan HP 100

Aus Fig. 2 erkennt man, dass nur durch Zugabe des filmbildenden nichtionischen Tensids (Glucopon), die primäre Reinigungsleistung verbessert wird; bei Zugabe von einem Fettalkoholethoxylat (Dehydol LT 7), oder vom anionischen Tensid (Texapon N70 Laurylethersulfat) verschlechtert sich sogar die Reinigungsleistung.Out Fig. 2 it can be seen that only by adding the film-forming nonionic surfactant (Glucopon), the primary cleaning performance is improved; the addition of a fatty alcohol ethoxylate (Dehydol LT 7) or the anionic surfactant (Texapon N70 lauryl ether sulfate) even worsens the cleaning performance.

2. Glanzverhalten:2nd gloss behavior:

Das Glanzverhalten wurde mit dem oben beschriebenen Test bestimmt: Formulierung Glanz nach Behandlung [%] F3 pH 8 76,6 % F3 pH 9 78,2 % F3 + 0,1% Tinosan H P 100 pH 8 74,1 % F3 + 0,1% Tinosan H P 100 pH 9 84,8 % F3 + 0,5% Tinosan HP 100 pH 8 79,4 % F3 + 0,5% Tinosan HP 100 pH 9 78,4 % The gloss behavior was determined by the test described above: formulation Gloss after treatment [%] F3 pH 8 76.6% F3 pH 9 78.2% F3 + 0.1% Tinosan HP 100 pH 8 74.1% F3 + 0.1% Tinosan HP 100 pH 9 84.8% F3 + 0.5% Tinosan HP 100 pH 8 79.4% F3 + 0.5% Tinosan HP 100 pH 9 78.4%

Ergebnis: das Glanzverhalten der Formulierung bleibt durch Zugabe des erfindungsgemäßen Biozid (Tinosan HP 100) unverändert gut und wird bei höheren Konzentrationen oder pH 9 sogar erhöht. Result : the gloss behavior of the formulation remains unchanged by addition of the biocide according to the invention (Tinosan HP 100) remains good and is even increased at higher concentrations or pH 9.

3. Materialverträglichkeit:3. Material compatibility:

Die Materialverträglichkeit wurde mit dem oben beschriebenen Test bestimmt:

  • Ergebnisse sind der Fig. 3 zu entnehmen.
Material compatibility was determined by the test described above:
  • Results are the Fig. 3 refer to.

Die Zugabe des unpolaren Biozid verschlechtert nicht die Materialverträglichkeit der Reinigungsformulierungen auf Kunststoffen.The addition of the nonpolar biocide does not degrade the material compatibility of the cleaning formulations on plastics.

4. Emulgierbarkeit4. Emulsifiability

Die Emulgierbarkeit wurde mit dem oben beschriebenen Test bestimmt:

  • Als Maß für die Emulsionsstabilität wird das Volumen an sich abscheidender wässriger Phase nach einer Stunde und nach vier Stunden bestimmt.
Höhe wässrige Phase [ml] Höhe wässrige Phase [ml] 1h 4h F3 36 40 F3 + 0,1% Tinosan H P 100 34 39 F3 + 0,5% Tinosan HP 100 34 40 The emulsifiability was determined by the test described above:
  • As a measure of the emulsion stability, the volume of separating aqueous phase is determined after one hour and after four hours.
Height aqueous phase [ml] Height aqueous phase [ml] 1h 4h F3 36 40 F3 + 0.1% Tinosan HP 100 34 39 F3 + 0.5% Tinosan HP 100 34 40

Ergebnis: Durch Zugabe von Biozid wird die Emulgierbarkeit von Ölivenöl nicht gesteigert. Result : The addition of biocide does not increase the emulsifiability of olive oil.

5. Antimikrobielle Eigenschaften:5. Antimicrobial properties:

Die antimikrobielle, bakterizide Aktivität der erfindungsgemäßen Reinigungszusammensetzung wurde auf Schwämmen und Bodenbelag mittels eines leicht modifizierten US Standards AATCC 100-2004 bestimmt.The antimicrobial, bactericidal activity of the cleaning composition of the invention was determined on sponges and flooring by means of a slightly modified US standard AATCC 100-2004.

Die bakteriostatische Aktivität wurde gemäß CG Standard 147e (Agar Diffusion Test) bestimmt.Bacteriostatic activity was determined according to CG Standard 147e (Agar Diffusion Test).

Es kamen erfindungsgemässe Reinigungszusammensetzungen (Allzweckreiniger und Handgeschirrspülmittel) mit 0-0.5% Tinosan HP 100 zum Einsatz.Cleaning compositions according to the invention (all-purpose cleaners and hand dishwashing detergents) with 0-0.5% Tinosan HP 100 were used.

Als Keime wurden pathogene Gram-positives Bakterien (Staphylococcus aureus ATCC 6538) and Gram-negative Bakterien (Klebsiella pneumoniae ATCC 4352 and Salmonella choleraesuis ATCC 9184) verwendet.As pathogens were pathogenic Gram-positive bacteria (Staphylococcus aureus ATCC 6538) and Gram-negative bacteria (Klebsiella pneumoniae ATCC 4352 and Salmonella choleraesuis ATCC 9184).

Ergebnis:Result:

Die antimikrobiellen Eigenschaften des Biozides der Formel 1a (Tinosan HP100) blieben erhalten. Sowohl die Keimabtötung, als auch die langanhaltende antimikrobielle Wirkung blieb unverändert bestehen.The antimicrobial properties of the biocide of formula 1a (Tinosan HP100) were retained. Both the germ killing and the long-lasting antimicrobial effect remained unchanged.

Claims (15)

Antimikrobielle Reinigungszusammensetzung enthaltend mindestens ein
Zuckertensid und eine Verbindung der Formel (I) als Biozid
Figure imgb0004
mit
X = O, S oder - CH2-,
Y = Cl oder Br,
Z = SO2H, NO2 oder C1 - C4-Alkyl,
k, l = 0 oder 1,
m = 0, 1, 2 oder 3,
n = 0, 1, 2 oder 3,
o = 0 oder 1.
An antimicrobial cleaning composition containing at least one
Sugar surfactant and a compound of formula (I) as a biocide
Figure imgb0004
With
X = O, S or - CH 2 -,
Y = Cl or Br,
Z = SO 2 H, NO 2 or C 1 - C 4 -alkyl,
k, l = 0 or 1,
m = 0, 1, 2 or 3,
n = 0, 1, 2 or 3,
o = 0 or 1.
Zusammensetzung nach Anspruch 1 dadurch gekennzeichnet, dass ein Zuckertensid der allgemeinen Formel (II)
R-O-Gp
mit R = Alkyl oder Alkenyl,
G = Aldose oder Ketose und
P = 1, 2, 3, 4, 5, 6, 7, 8, 9 oder 10 eingesetzt wird.
Composition according to Claim 1, characterized in that a sugar surfactant of the general formula (II)
ROG p
with R = alkyl or alkenyl,
G = aldose or ketosis and
P = 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10 is used.
Zusammensetzung nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, dass R eine Kohlenstoffkette von C4-C22 ist, wobei diese linear oder verzweigt sein kann.Composition according to one of the preceding claims, characterized in that R is a carbon chain of C4-C22, which may be linear or branched. Zusammensetzung nach einem der vorhergehenden Ansprüche dadurch
gekennzeichnet, dass als Biozid eine Verbindung der Formel (la)
Figure imgb0005
oder der Formel (Ib)
Figure imgb0006
eingesetzt wird.
Composition according to one of the preceding claims characterized
in that the biocide is a compound of the formula (Ia)
Figure imgb0005
or the formula (Ib)
Figure imgb0006
is used.
Zusammensetzung nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, dass als Zuckertensid Gemische unterschiedlicher Verbindungen der allgemeinen Formel (II) und als Biozid Gemische unterschiedlicher Verbindungen der allgemeinen Formel (I) eingesetzt werden.Composition according to one of the preceding claims, characterized in that are used as sugar surfactant mixtures of different compounds of general formula (II) and as biocide mixtures of different compounds of general formula (I). Zusammensetzung nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, dass es sich um eine Reinigungszusammensetzung für harte Oberflächen handelt.Composition according to any one of the preceding claims, characterized in that it is a hard surface cleaning composition. Zusammensetzung nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, dass sie einen pH-Wert zwischen 5 und 12 besitzt.Composition according to any one of the preceding claims, characterized in that it has a pH of between 5 and 12. Zusammensetzung nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, dass sie als Konzentrat vorliegt.Composition according to one of the preceding claims, characterized in that it is present as a concentrate. Zusammensetzung nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, dass für die Reinigung Verbindung der Formel (I) in einer Endkonzentration von 0,0001 bis 10% eingesetzt wird.Composition according to one of the preceding claims, characterized in that for the purification compound of the formula (I) is used in a final concentration of 0.0001 to 10%. Zusammensetzung nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, dass für die Reinigung Verbindung der Formel (II) in einer Endkonzentration von 0,1 bis 20% eingesetzt wird.Composition according to one of the preceding claims, characterized in that for the purification compound of formula (II) is used in a final concentration of 0.1 to 20%. Zusammensetzung nach einem der vorhergehenden Ansprüche enthaltend mindestens einem weiteren Zusatzstoff ausgewählt aus der Gruppe enthaltend: Stabilisatoren, Antioxidantien, weitere Tenside, hydrotrope Mittel, Konsistenzgeber, Konservierungsmittel, Duftstoffe, Farbstoffe, Komplexbildner, Lösungsmittel und Wasser. Composition according to one of the preceding claims comprising at least one further additive selected from the group comprising: Stabilizers, antioxidants, other surfactants, hydrotropic agents, bodying agents, preservatives, fragrances, dyes, complexing agents, Solvent and water. Verfahren zur Herstellung einer antimikrobiellen Reinigungszusammensetzung nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, dass das Biozid der Formel (I) zunächst in dem Zuckertensid vorgelöst wird und anschließend in eine wässrige Phase gebracht wird.A process for preparing an antimicrobial cleaning composition according to any one of the preceding claims, characterized in that the biocide of the formula (I) is first pre-dissolved in the sugar surfactant and then brought into an aqueous phase. Verwendung eines Biozid der Formel (I) zur Steigerung der Reinigungsleistung von nicht-ionischen Zuckertensiden.Use of a biocide of the formula (I) for increasing the cleaning performance of nonionic sugar surfactants. Verwendung von Zuckertensiden zur Steigerung der antimikrobiellen Wirkung der Biozid der Formel (I).Use of sugar surfactants to increase the antimicrobial activity of the biocide of the formula (I). Verwendung einer Zusammensetzung der Ansprüche 1 bis 10 zur Reinigung und/oder Desinfektion von harten Oberflächen.Use of a composition of claims 1 to 10 for cleaning and / or disinfecting hard surfaces.
EP11183580A 2011-09-30 2011-09-30 Antimicrobial cleaning compound Withdrawn EP2436754A1 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
EP11183580A EP2436754A1 (en) 2011-09-30 2011-09-30 Antimicrobial cleaning compound
EP12762280.1A EP2764077A1 (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition
PCT/EP2012/068528 WO2013045340A1 (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition
JP2014532325A JP6092227B2 (en) 2011-09-30 2012-09-20 Antibacterial cleaning composition
AU2012314636A AU2012314636B2 (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition
CN201280046778.5A CN103827281B (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition
BR112014007641A BR112014007641A2 (en) 2011-09-30 2012-09-20 use of a biocide
MX2014003719A MX2014003719A (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition.
US14/345,987 US20140296349A1 (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition
KR1020147011133A KR20140079794A (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP11183580A EP2436754A1 (en) 2011-09-30 2011-09-30 Antimicrobial cleaning compound

Publications (1)

Publication Number Publication Date
EP2436754A1 true EP2436754A1 (en) 2012-04-04

Family

ID=45524236

Family Applications (2)

Application Number Title Priority Date Filing Date
EP11183580A Withdrawn EP2436754A1 (en) 2011-09-30 2011-09-30 Antimicrobial cleaning compound
EP12762280.1A Withdrawn EP2764077A1 (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP12762280.1A Withdrawn EP2764077A1 (en) 2011-09-30 2012-09-20 Antimicrobial cleaning composition

Country Status (9)

Country Link
US (1) US20140296349A1 (en)
EP (2) EP2436754A1 (en)
JP (1) JP6092227B2 (en)
KR (1) KR20140079794A (en)
CN (1) CN103827281B (en)
AU (1) AU2012314636B2 (en)
BR (1) BR112014007641A2 (en)
MX (1) MX2014003719A (en)
WO (1) WO2013045340A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2727991A1 (en) * 2012-10-30 2014-05-07 The Procter & Gamble Company Cleaning and disinfecting liquid hand dishwashing detergent compositions
WO2014177530A1 (en) * 2013-05-03 2014-11-06 Basf Se Synergistic antimicrobial formulation
CN111315858A (en) * 2017-11-14 2020-06-19 宝洁公司 Particulate antimicrobial laundry detergent composition

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6209169B2 (en) 2012-02-20 2017-10-04 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se Enhancement of antimicrobial activity of biocides using polymers
EP3132016A1 (en) * 2014-06-30 2017-02-22 The Procter & Gamble Company Laundry detergent composition
WO2017025433A1 (en) 2015-08-11 2017-02-16 Basf Se Antimicrobial polymer
WO2017112425A1 (en) * 2015-12-22 2017-06-29 The Procter & Gamble Company Compositions comprising an amide
IT201700000450A1 (en) * 2017-01-03 2018-07-03 Pietro Chieco "COMPOSITION FOR CLEANING SURFACES OF STONE MATERIALS"
EP3510867A1 (en) 2018-01-12 2019-07-17 Basf Se Antimicrobial polymer
JP2023551822A (en) * 2020-12-23 2023-12-13 ザ プロクター アンド ギャンブル カンパニー Antibacterial liquid detergent composition
US20230135886A1 (en) * 2021-11-03 2023-05-04 The Procter & Gamble Company Process of post-wash removing microorganism from garments

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3619375A1 (en) 1986-06-09 1987-12-10 Henkel Kgaa USE OF ALKYLGLYCOSIDES AS A POTENTIZING AGENT IN ANTISEPTIC AGENTS CONTAINING ALCOHOLIC OR CARBONIC ACID, AND DISINFECTING AND CLEANING AGENTS CONTAINING ALKOHOLIC OR CARBONIC ACID WITH REINFORCED BACTICIDE
WO1995009605A1 (en) * 1993-10-06 1995-04-13 Henkel Corporation Improving phenolic disinfectant cleaning compositions with alkylpolyglucoside surfactants
US5480586A (en) * 1991-04-15 1996-01-02 Colgate-Palmolive Co. Light duty liquid detergent compostion comprising a sulfosuccinamate-containing surfactant blend
US5851974A (en) * 1997-10-28 1998-12-22 Colgate Palmolive Company Light duty liquid cleaning composition
US5994286A (en) * 1997-07-22 1999-11-30 Henkel Corporation Antibacterial composition containing triclosan and tocopherol
WO2000013656A1 (en) * 1998-09-04 2000-03-16 Kay Chemical Company Antimicrobial composition for handwash and a method of cleaning skin using the same
GB2362320A (en) * 2000-05-16 2001-11-21 Yplon S A Liquid bactericidal cleaning composition based on alkyl polyglycoside surfactant, surface active quaternary ammonium salt, halogen-free arylphenol & Dichlosan
EP1167503A1 (en) 2000-06-21 2002-01-02 Ciba SC Holding AG Surface-active preparations
DE69722408T2 (en) 1996-07-03 2004-01-15 Unilever Nv ANTIMICROBIAL CLEANING COMPOSITIONS WITH AROMATIC ALCOHOLS OR PHENOLS
DE60210317T2 (en) 2001-10-09 2006-12-21 The Procter & Gamble Company, Cincinnati AQUEOUS COMPOSITIONS FOR SURFACE TREATMENT

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0623087B2 (en) * 1989-10-09 1994-03-30 花王株式会社 Cleaning composition
JP2969379B2 (en) * 1990-12-12 1999-11-02 花王株式会社 Detergent composition
EP0914085B1 (en) * 1996-06-04 2002-09-11 Ciba SC Holding AG Concentrated liquid accumulations comprising a microbicidally active ingredient
AUPO690997A0 (en) * 1997-05-20 1997-06-12 Novapharm Research (Australia) Pty Ltd Alkylpolyglucosides containing disinfectant compositions active against pseudomonas microorganism
DE19753982A1 (en) * 1997-12-05 1999-06-10 Henkel Kgaa Dishwashing liquid with an antibacterial effect
AU5982199A (en) * 1998-10-06 2000-04-26 Ciba Specialty Chemicals Holding Inc. Process for the preparation of 4,4'-dihalogen-o-hydroxydiphenyl compounds
CA2371925C (en) * 1999-06-23 2009-02-17 The Dial Corporation Antibacterial compositions
JP4410903B2 (en) * 2000-03-15 2010-02-10 株式会社Adeka Gel-like hand sterilization detergent composition
DE10015126B4 (en) * 2000-03-28 2006-04-27 Henkel Kgaa Cleaning fruits and vegetables
AU2002229627B2 (en) * 2000-12-14 2006-11-23 Ciba Specialty Chemicals Holding Inc. Surface-active compositions
JP4271524B2 (en) * 2003-07-11 2009-06-03 花王株式会社 Aqueous liquid composition
JP5285230B2 (en) * 2007-04-11 2013-09-11 花王株式会社 Disinfectant cleaning composition
MX2009011938A (en) * 2007-05-04 2009-11-13 Procter & Gamble Antimicrobial compositions, products, and methods of use.

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3619375A1 (en) 1986-06-09 1987-12-10 Henkel Kgaa USE OF ALKYLGLYCOSIDES AS A POTENTIZING AGENT IN ANTISEPTIC AGENTS CONTAINING ALCOHOLIC OR CARBONIC ACID, AND DISINFECTING AND CLEANING AGENTS CONTAINING ALKOHOLIC OR CARBONIC ACID WITH REINFORCED BACTICIDE
US5480586A (en) * 1991-04-15 1996-01-02 Colgate-Palmolive Co. Light duty liquid detergent compostion comprising a sulfosuccinamate-containing surfactant blend
WO1995009605A1 (en) * 1993-10-06 1995-04-13 Henkel Corporation Improving phenolic disinfectant cleaning compositions with alkylpolyglucoside surfactants
DE69722408T2 (en) 1996-07-03 2004-01-15 Unilever Nv ANTIMICROBIAL CLEANING COMPOSITIONS WITH AROMATIC ALCOHOLS OR PHENOLS
US5994286A (en) * 1997-07-22 1999-11-30 Henkel Corporation Antibacterial composition containing triclosan and tocopherol
US5851974A (en) * 1997-10-28 1998-12-22 Colgate Palmolive Company Light duty liquid cleaning composition
WO2000013656A1 (en) * 1998-09-04 2000-03-16 Kay Chemical Company Antimicrobial composition for handwash and a method of cleaning skin using the same
GB2362320A (en) * 2000-05-16 2001-11-21 Yplon S A Liquid bactericidal cleaning composition based on alkyl polyglycoside surfactant, surface active quaternary ammonium salt, halogen-free arylphenol & Dichlosan
EP1167503A1 (en) 2000-06-21 2002-01-02 Ciba SC Holding AG Surface-active preparations
DE60210317T2 (en) 2001-10-09 2006-12-21 The Procter & Gamble Company, Cincinnati AQUEOUS COMPOSITIONS FOR SURFACE TREATMENT

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
"IPP-Norm", SÖFW, 1986, pages 371
"Surface Active Agents", 1990, ELSEVIER
BIERMANN ET AL., STARCH/STÄRKE, vol. 45, 1993, pages 281
J.KAHRE ET AL., SÖFW-JOURNAL, 1995, pages 598

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2727991A1 (en) * 2012-10-30 2014-05-07 The Procter & Gamble Company Cleaning and disinfecting liquid hand dishwashing detergent compositions
WO2014070643A1 (en) * 2012-10-30 2014-05-08 The Procter & Gamble Company Cleaning and disinfecting liquid hand dishwashing detergent compositions
US8846591B2 (en) 2012-10-30 2014-09-30 The Procter & Gamble Company Cleaning and disinfecting liquid hand dishwashing detergent compositions
US8993500B2 (en) 2012-10-30 2015-03-31 The Procter & Gamble Company Cleaning and disinfecting liquid hand dishwashing detergent comprising a benzyl alcohol/ethanol mixture
WO2014177530A1 (en) * 2013-05-03 2014-11-06 Basf Se Synergistic antimicrobial formulation
US10064409B2 (en) 2013-05-03 2018-09-04 Basf Se Synergistic antimicrobial formulation
CN111315858A (en) * 2017-11-14 2020-06-19 宝洁公司 Particulate antimicrobial laundry detergent composition
CN111315858B (en) * 2017-11-14 2021-12-24 宝洁公司 Particulate antimicrobial laundry detergent composition

Also Published As

Publication number Publication date
JP6092227B2 (en) 2017-03-08
MX2014003719A (en) 2014-07-14
AU2012314636B2 (en) 2015-12-03
EP2764077A1 (en) 2014-08-13
CN103827281A (en) 2014-05-28
CN103827281B (en) 2017-04-26
WO2013045340A1 (en) 2013-04-04
AU2012314636A1 (en) 2014-05-15
JP2014528019A (en) 2014-10-23
KR20140079794A (en) 2014-06-27
US20140296349A1 (en) 2014-10-02
BR112014007641A2 (en) 2017-04-11

Similar Documents

Publication Publication Date Title
EP2436754A1 (en) Antimicrobial cleaning compound
DE60108549T2 (en) Cleaning agent for hard surfaces
EP2902010B1 (en) Aqueous tenside compositions
EP0633927B1 (en) Detergents for hard surfaces
WO2001021752A1 (en) Aqueous multi-phase cleaning agent
DE69722408T3 (en) ANTIMICROBIAL CLEANSING COMPOSITIONS WITH AROMATIC ALCOHOLS OR PHENOLES
EP3744819A1 (en) Composition with alkoxylated fatty acids
EP2650352A1 (en) Cleaning composition for hard surfaces
WO2001021753A1 (en) Anti-microbial, aqueous, multi-phase cleaning agent
WO2000071665A1 (en) Acidic, aqueous, multi-phase cleaning agent
WO2000039270A1 (en) Aqueous multi-phase cleaning agent
DE60123830T2 (en) ANTIMICROBIAL WIPES
WO2000065010A1 (en) Cleaning agent for hard surfaces
WO1999029815A1 (en) Dishwashing detergent with antibacterial action
DE102004044617B3 (en) Acid disinfectants and cleaners with improved cleaning performance
DE102005013132A1 (en) Skin-friendly detergent mixtures
DE102005019658A1 (en) Aqueous disinfectant, useful for cleaning and disinfecting hard surfaces, comprises combination of benzalkonium chloride, phenoxyethanol and aminotrimethylenephosphonic acid
DE10356254A1 (en) Composition containing anionic and nonionic surfactants and silicate thickener, useful as gel for cleaning toilets, adheres well to wet or dry surfaces and stabilizes perfume components
DE102006051560A1 (en) Cleaning- and disinfecting-concentrate, useful in hygienic surfaces, medical area preferably medical instruments and composite materials, comprises water, cationic biocidal active agents, amines, heterocyclic components and surfactants
DE102006051559A1 (en) Cleaning- and disinfectant- concentrate, useful in hygienic surfaces and medical area, preferably medical instruments and composite materials, comprises water, cationic biocidal active agents, amines and heterocyclic components
EP0385369B1 (en) Method for the antimicrobiol preservation of surfactant
EP1627646A1 (en) Cleaning and disinfecting agent for medical instruments with improved effectiveness against Hepatitis B Virus
EP0867115B1 (en) Microbicidal composition and its use.
EP1658880B1 (en) Use of alkoxylated hydroxy carboxylic acid esters as solubilizers of perfume oils in water
EP3746536A1 (en) Special detergent for bed linen

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Effective date: 20121121